Gay You Are A Sissy Stories

22,837 results
Orientation
Length
Source
Infinite Scroll

Three Strikes Ch. 02

by Mrsgnomie on Aug 22, 2018
Gay Male

My fabulous weekend plans with the DONNAS were cancelled after I was asked to pull two extra night shifts at the hospital, which were much quieter than day shifts but positively exhausting. Most of the time, I kept tabs on vitals and made sure the kiddos were comfortable and nausea-free. I barely remembered Monday, since most of it existed in my dreams. Th...

Surprise Encounter Ch. 03

by Bottom_up on Sep 15, 2017
Gay Male

So while we were fishing Jim and I puzzled over what and how we would tell our wives about our totally unexpected, uh...adventure. We also slowly came to the conclusion that while we definitely were not interested in chasing men, we also definitely were up for a rematch and whatever label that put on us was OK. By the end of the day I also told Jim that I...

Jim's Jock Ch. 01

by dirtyword on Sep 14, 2017
Gay Male

It was my first year at the university. I was a shy kid. I liked to read, didn't like sports and was sort of chubby. I pretty much kept to myself in my dorm. I stayed out of the way and tried my best to be invisible. I was from a small town and my folks were middle class working people. I was a good boy growing up, never got into serious trouble, I got good...

Dorian Ch. 01

by TLittle19 on Aug 18, 2017
Gay Male

Dorian sat at the desk in the main sitting room. Three young women sat on the ornate couch across the room from him. Their high laughter tittered around, setting his teeth on edge. "Dorian, come speak with us," his sister, Jane, called to him. "I must decline," "he said, going back to his letter. Either it was his tone or Jane's acquaintance with his per...

My First Cop

by nickshy on Aug 18, 2017
Gay Male

This happened in the early '90s. One Saturday night, I went to a bar near a police precinct in the Bay Ridge section of Brooklyn. The bar is closed now. It was called Kelly's. I had just turned 18 and had to use fake ID to drink. I was a typical Brooklyn kid but still wet behind the ears. Guys had started to come on to me, but I was still struggling with my...

Turn On, Turned Out

by tednu on Sep 14, 2017
Gay Male

My induction to man sex was planned, but not by me. I had been friends with Gabe and Dot for about six months. We all worked at the same place and would stop for a few beers when we got off. We enjoyed a lot of the same things so we started hanging around together. What I did not know was that both of them were gay and used each other for “cover” (our job is...

The Cavern

by DomRick on Aug 18, 2017
Gay Male

(All characters and places in this story are ficticous and are not meant to represent any person, living or dead, or any real place) * I had only heard about The Cavern, on and off through the years in chat rooms. The stories were of a place a guy could go for stress relief by other guys. Between the continuing curiosity and a terrible state of horniness,...

The Chance of a Lifetime

by xxvicexx on Sep 14, 2017
Gay Male

If you told me a couple of years ago that I'd one day be having sex with a man, I would have laughed in your face. I'm straight. I've always been straight. I was married for eight years and have always loved dating women. I love women, the way they look, the way they smell and the way that they feel. I love to eat pussy and always will. Lately, I've been fan...

The Summer of 2004 Ch. 04

by NYCSTUD on Sep 1, 2017
Gay Male

I had spent four hours eating the sweaty asshole of Lt. Colonel Robert Andrews, a ruggedly handsome, quirky stud. I was exhausted, but deliriously excited. It was too good to be true. My tongue had been so far up Robert's ass that I thought I'd burst a blood vessel in my tongue, the way it maniacally and desperately stretched to go deep, deep into him and ex...

My Best Friend(S) (FM) Ch. 01

by Lovelicker2 on Sep 14, 2020
Gay Male

I was nervous. Having hesitated for a long time I finally gave in and agreed to meet up with the dominant woman I had been chatting with online for a few weeks. We had met on a sex-contact site and it sort of clicked immediately. She knew how to push all my buttons and soon knew that I was more than just bisexual and submissive. As the weeks passed, she go...